Agents for aftertreating dyeings of insoluble azo dyestuffs



?atented1l oy. l9, l4 Q I UNEED TATY-S PA TNT @FFEQE AGENTS FURAFEIER'K'REA'ERNG DYEEKNGS F IINSUL'UBLE A20 DYES'EEHFFS No Drawing.-Application April ll, 1938, Serial No. 200,678. in Germany April 271193? 8 Claims. (Cl. 8- M) The present invention relates to agents forearth salts to form water-soluble compounds, for aftertreating dyeingsof insoluble azo dyestufis instance sodium carbonate, trisodiumphosphate produced by coupling on the fiber, and a process and the likehave not the above-described action of improving the fastness to rubbingof dyeings and since larger amounts of agents yielding oxyproduced bymeans of insoluble azo dyestufis. gen destroy the dyestufi. Thefavorable action Dyeings produced by means of insoluble azo of themixture of the washing agent and salts dyestufis, by coupling on thetextile fiber, are forming soluble salts with the alkaline-earthgenerally subjected to an aftertreatment at boilmetals and of agentsyielding oxygen occurs aling temperature, in most cases with soap orwith ways, it being immaterial whether the preceding soap and sodiumcarbonate. By this afterdyeing process has been performed in soft ortreatment, it is intended to fix the shade, to imhard water. prove thefastness, especially the fastness to The new process is especiallyvaluable in the light, and to enhance the fastness to rubbing. In dyeingof laps, cross wound bobbins, Warp beams many cases it is, however, notpossible, even and the like and avoids the use of fat-containing whenmost carefully working, to obtain, with rewashing agents.

spect to the fastness to rubbing, results which The following examplesserve to illustrate the are sufficiently good for all purposes.invention, but they are not intended to limit it I have found that thefastness to rubbing of thereto:

dyeings produced by means of insoluble azo dye- (l) A dyeing, producedin known manner by stuffs by coupling on the textile fiber may beimcoupling on the fiber 5 grams of 1- (2'.3'-hydroxyproved to aconsiderable degree by using for the naphthoylamino-) -2-methyl-4methoxybenzene aftertreatment at the boil liquors containing, per literand the diazo compound from 2 grams besides the washing agen inorganicor organic of Z-methyl--chloro-l-aniline per liter, the ratio saltswhich react with salts or hydroxides of the of the goods to the liquorbeing 1:20, is well alkaline-earth metals to form water-soluble rinsedafter dyeing and introduced into an aftercompounds. The fastness torubbing is, in many treating bath having a temperature of 50 C. andcases, further improved and the beauty of the containing per liter ofsoftened water'0.3 gram shade is enhanced if an agent yielding oxygenis, of isooctylphenyl-polyglycol ether with mols of furthermore, addedto the liquor. ethylene oxide per molecule and 0.6 gram of the Washingagents suitable for use in the pressodium salt of nitrilo-acetic acid.The whole ent process are synthetic organic surface active is heated toboiling temperature, the material is detergents such as for instance:alkali soaps treated, at this temperature, for about half an fromsaturated or unsaturated fatty acids, fatty hour, rinsed hot and coldand dried; a red dyeing alcohol sulfonates, condensation products fromof very good fastness to rubbing is obtained. fatty acids and thehalides thereof with aliphatic If there is used, instead of 0.6 gram ofthe and aromatic amines and substitution products sodium salt of'nitrilo-triacetic acid, the tetrasoand sulfonation products of suchcompounds, dium salt of ethylene-bis-imidodiacetic acid, condensationproducts from ethylene oxide with there are, likewise, obtained dyeingshaving a aliphatic and mixed aliphatic-aromatic alcohols very goodfastness to rubbing.

and phenols, and other wetting and dispersing (2) A dyeing, produced inknown manner by agents. coupling on the fiber 4 grams of 1- (2'.3'-hy-Suitable inorganic and organic salts which redroxynaphthoylamino)-4-anisol per liter and the act with salts, oxides. or hydroxides of thealkadiazo compound from 1.75 grams of 1-amino-2- line-earth metals toform water-soluble commethoxyi-nitrobenzene per liter, the ratio ofpounds are, for instance: pyrophosphates, meta- V the goods to theliquor being 1:20, is well rinsed phosphates, alkali salts of aminoacids containafter dyeing and introduced into an aftertreating atertiary nitrogen atom and more than one ing bath having a temperatureof about C. carboxylic acid group for each nitrogen atom, and containingper liter 0.3 gram of isooctylsuch as-nitrilo-triacetlc acid,ethylene-bis-imidophenyl-polyglycol ether with 10'mols of ethylene 5'0diacetic acid. oxide per molecule, 1 gram of sodium pyrophos- As agentsyielding oxygen there may be named Dhate and gram of Sodium P o t T e asexamples: perborates and persulfates, stabiliwhole is heated to boilingtemperature, the mazation products from hydrogen peroxide with terial istreated, for about half an hour, at this phosphates. These agents areused in proportemperature, rinsed hot and cold and dried; a tions whichare only fractions of those usually beautiful bordeaux dyeing having avery good applied for oxygen bleaching. fastness to rubbing is obtained.

The knowledge of this fact is very valuable (3) A dyeing, produced inknown manner by and it could not be foreseen, especially since couplingon the fiber 3 grams of 1-(2'.3'-hy other salts than the inorganic andorganic salts 'droxynaphthoylamino) -4-chloro Z-methylbenclaimed, suchas do not react with the alkalinezene per liter and 'the diazo compoundfrom 2 grams of 2-methyl-4-chloro-l-aniline hydrochloride, theproportion of the goods to the liquor being 1:20, is well rinsed afterdyeing and introduced into an aftertreating .bath having a temperatureof 40 C.-50 C. and containing per liter 0.3 gram ofisooctyl-phenol-polyglycol ether with 10 mols of ethylene oxide in themolecule, 0.3 gram of the sodium salt of 'nitrilo-triacetic acid and 0.5gram of sodium-.perborate' The Whole is heated to boiling temperature,the material is further treated, for about half an hour rinsed hot andcold and dried. A beautiful red dyeing of very good fastness to rubbingis obtained. 1

(4) A dyeing, produced in known manner by coupling on the fiber 4 gramsof 1-(2.3-hy- 'droxynaphthoyl) amino-2.4-dimethoxye5-chlorobenzene perliter and. the diazo compound from 2.8 grams of1-amino-2-methoxy-5-sulfodiethylaminobenzene per liter the ratio of theliquor to the goods being 20:1 is well rinsed and treated, at about 50C., with a bath containing per liter 0.3 gram ofisooctyl-phenyl-polyglycol ether with 10 mols of ethylene oxide in themolecule, 0.3 gram of the tetrasodium salt of ethylene-bis-imido-aceticacidi and,0.5 gram of sodium perborate. The bath" is heated to boilingtemperature, the material is .further treated for half an hour, thenrinsed hot-and cold and dried. A red dyeing of a surprisingly goodfastnessto rubbing is obtained.

(5) A dyeing prepared introduced, at about C., into a bath'containoffat, 1 gram of sodium pym; phosphate and 0.5 gram of-"sodium perbora'te.The bath is heated to boiling temperature, the material is furthertreated for, half an hour, rinsed hot and cold and I thus obtaineddisplays a very good fastness to rubbing. J

6) A dyeing obtained in the manner indicated in Example 1 is well rinsedand introduced, at 50 C., into a bath containing per liter 3 grams ofMarseilles soap,-0.5 grampf sodium pyrophosphate and 0.5 gram of sodium.perborate.

The bath is heated to boiling and the material is further treated forabout half an hour, then rinsed hot and cold and dried.

The bordeaux dyeing thus obtained has a very good fastness to rubbing.

(7) A dyeing obtained by coupling on the fiber 5 grams of1-(2'.3'-hydroxynaphthoyl-)amino-2-methyl-4-methoxybenzene per liter andthe diazo compound from 2 grams of 1-amino-2- methyl-l-chlorobenzenehydrochloride per liter is well rinsed and, at about 40 C.-50 C.,introduced into a bath containing per liter about 0.5 gram ofoleylmethyl-taurine, 0.5 gram of sodium perborate and 1 gram of sodiumpyrophosphate. The bath is heated to boiling, the material is treated,for half an hour, at this temperature, then rinsed hot and cold anddried. The red dyeing obtained has a very good fastness to rubbing.

(8) A dyeing obtained according to the indications of Example 2 isrinsed and introduced, at about 50 C., into a bath containing per liter0.4 gram of oleyl alcohol, oxethylated with 30 mols of ethylene oxide,0.5 gram of sodium according to the in -dications made in Example 3 iswell rinsed and dried. The'red dyeing pyrophosphate and 0.5 gramofsodium perborate. The bath is heated to theboil, the material istreated, for half an hour, at boiling temperature, then rinsed hot andcold and dried. The red dyeing obtained has a very good fastness torubbing.

I claim:

1. A process of improving the fastness to rubbing of dyeings produced bymeans of insoluble consists in aftertreating the dyeings at boilingtemperature with a liquor containing a synthetic organic surface activedetergent and a metal salt which reacts with salts, hydroxides andoxides of the alkaline-earth metals to form watersoluble compounds.

2. The process as defined'in claim 1, wherein said metal salt is ametaphosphate.

3. A process of improving the fastness to rubbing of dyeings produced bymeans of insoluble azo dyestuffs, by coupling on the fiber, whichconsists in aftertreating the dyeings at boiling temperature with aliquor containing a synthetic organic surface active detergent and ametal salt which reacts with salts, hydroxides, and

oxides of the alkaline-earth metals to form Water-soluble compounds anda small amount of an agent yielding oxygen selected from the bing ofdyeings produced by means of insoluble I'azo dyestuffs, by coupling onthe fiber, which consists in aftertreating the dyeings at boilingtemperature with a liquor containing a synthetic organic surface activedetergent and a pyrophosphate which reacts with salts, hydroxides andoxides of the alkaline-earth metals to form water-soluble compounds.

6. A process of improving the fastness to rubbing of dyeings produced bymeans of insoluble azo dyestuffs, by coupling on the fiber, whichconsists in aftertreating the dyeings at boiling temperature with aliquor containing a synthetic organic surface active detergent, apyrophosphate which reacts with salts, hydroxides and oxides of thealkaline-earth metals to form water-soluble compounds and a small amountof an agent yielding oxygen selected from the group consisting ofperborates, persulfates and stabilization products from hydrogenperoxide and phosphates.

'7. A process of improving the fastness to rubbing of dyeings producedby means of insoluble azo dyestufis, by coupling on the fiber, whichconsists in aftertreating the dyeings at boiling temperature with, aliquor containing a synthetic organic surface active detergent andsodium pyrophosphate.

8. A process of improving the fastness to rubbing of dyeings produced bymeans of insoluble azo dyestuffs, by coupling on the fiber, whichconsists in 'aftertreating the dyeings at boiling temperature with aliquor containing a synthetic organic surface active detergent, sodiumpyrophosphate and a small amount of sodium perborate.

HANS ELLNER.

azo dyestufis, by coupling on the fiber, which 1

